(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

Base Information

Chemical Name:(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester
CAS No.:253882-54-1
Molecular Formula:C₃₈H₅₇NO₉SSi
Molecular Weight:732.023
Hs Code.:

(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

Synonyms:(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

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Chemical Property of (4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

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Technology Process of (4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

There total 11 articles about (4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 253882-53-0
(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

: 253882-54-1
(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane;
DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

: 103-19-5
di(p-tolyl) disulfide

: 253882-54-1
(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Bu₃P / CH₂Cl₂ / 3 h

2: 91 percent / OsO₄; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O; acetone / 8 h

3: CF₃COOH; Me₂S / CH₂Cl₂ / 3 h

4: pyridine / 0.5 h / 0 °C

5: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

6: imdazole / tetrahydrofuran / 3 h

7: 77 percent / BuLi / tetrahydrofuran / 0.75 h / -78 °C

8: 90 percent / Dess-Martin reagent / CH₂Cl₂

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; dimethylsulfide; tributylphosphine; Dess-Martin periodane; 4-methylmorpholine N-oxide; trifluoroacetic acid; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 1: Substitution / 2: Oxidation / 3: Hydrolysis / 4: Acylation / 5: Reduction / 6: Etherification / 7: Addition / 8: Oxidation;
DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

: 253882-52-9
(R)-7-Benzyloxy-4-formyl-heptanoic acid methyl ester

: 253882-54-1
(4R,9R)-9-Allyloxycarbonylamino-4-(3-benzyloxy-propyl)-10-(tert-butyl-dimethyl-silanyloxy)-5-oxo-6-(toluene-4-sulfonyl)-decanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / BuLi / tetrahydrofuran / 0.75 h / -78 °C

2: 90 percent / Dess-Martin reagent / CH₂Cl₂

With n-butyllithium; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Oxidation;
DOI:10.1016/S0040-4039(99)01815-8